Dukes
Massachusetts

MLS Search Results - Better Homes and Gardens | The Shanahan Group

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Browse Real Estate For Sale in the Winchester Area of MA

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68 Front Street Oak Bluffs MA 02557

$1,755,000

Oak Bluffs, MA

68 Front Street

  • 3 Beds
  • 3 Baths
  • 0.34 Acres
  • 2,695 SqFt
  • 138 Days on Market
MLS#: 22602650

$1,999,000

Vineyard Haven, MA

5 Pine Tree Lane

  • 4 Beds
  • 3 Baths
  • 0.18 Acres
  • 2,730 SqFt
  • 34 Days on Market
MLS#: 22603526
Open House

$1,395,000

Vineyard Haven, MA

33 Alyssa Lane

NEXT OPEN HOUSE:

Tue 8/25 11:00 AM to 1:00 PM

  • 4 Beds
  • 4 Baths
  • 0.23 Acres
  • 2,304 SqFt
  • 285 Days on Market
MLS#: 22602337

$1,999,000

Tisbury, MA

Vineyard Haven

5 Pine Tree Lane

  • 4 Beds
  • 3 Baths
  • 0.18 Acres
  • 2,730 SqFt
  • 178 Days on Market
MLS#: 73480830
Open House

$3,075,000

Edgartown, MA

21 Vickers Street

NEXT OPEN HOUSE:

Wed 8/26 10:00 AM to 12:00 PM

  • 3 Beds
  • 2 Baths
  • 0.5 Acres
  • 1,962 SqFt
  • 0 Days on Market
MLS#: 73567342
New Listing

$2,250,000

Vineyard Haven, MA

88 Franklin Street

  • 4 Beds
  • 3 Baths
  • 0.69 Acres
  • 1,938 SqFt
  • 1 Day on Market
MLS#: 22604150

$2,195,000

Vineyard Haven, MA

312 E Chop Drive

  • 3 Beds
  • 2 Baths
  • 0.25 Acres
  • 1,425 SqFt
  • 82 Days on Market
MLS#: 22602660

$2,425,000

Edgartown, MA

131 North Water St -Rowley Cottage, Unit 62

  • 2 Beds
  • 2 Baths
  • 895 SqFt
  • 33 Days on Market
MLS#: 73553676
New Listing

$2,395,000

Edgartown, MA

Edgartown

105 Whalers Walk

  • 4 Beds
  • 3 Baths
  • 0.96 Acres
  • 1,968 SqFt
  • 1 Day on Market
MLS#: 73567153

$1,875,000

Oak Bluffs, MA

33 Vineyard Avenue

  • 3 Beds
  • 3 Baths
  • 0.12 Acres
  • 1,439 SqFt
  • 56 Days on Market
MLS#: 22603165

$1,295,000

Oak Bluffs, MA

East Chop

3 Troy Street

  • 3 Beds
  • 2 Baths
  • 0.3 Acres
  • 1,863 SqFt
  • 86 Days on Market
MLS#: 73527016

$2,595,000

Edgartown, MA

Edgartown

131 North Water St-collins Cottage, Unit 22

  • 2 Beds
  • 2 Baths
  • 960 SqFt
  • 33 Days on Market
MLS#: 73553678

Real estate in the Winchester area offers a mix of charming traditional homes, modern properties, and everything in between. View available listings in Winchester, Arlington, Medford, Woburn, Reading, and surrounding towns.

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate | The Shanahan Group are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Better Homes and Gardens Real Estate | The Shanahan Group shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated August 24, 2026 7:22 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Better Homes and Gardens Real Estate | The Shanahan Group has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.